Chemistry:5-Bromo-DMT

From HandWiki
Short description: Chemical compound
5-Bromo-DMT
5-Bromo-DMT.svg
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC12H15BrN2
Molar mass267.170 g·mol−1
3D model (JSmol)

5-Bromo-DMT (5-bromo-N,N-dimethyltryptamine) is a psychedelic brominated indole alkaloid found in the sponges Smenospongia aurea and Smenospongia echina, as well as in Verongula rigida (0.00142% dry weight) alongside 5,6-Dibromo-DMT (0.35% dry weight) and seven other alkaloids.[1][2][3][4] It is the 5-bromo derivative of DMT, a psychedelic found in many plants and animals.

5-Bromo-DMT has a pEC50 value of 5.51 for the 5-HT2A receptor.[5]

Animal studies on 5-Bromo-DMT showed that it produces effects suggestive of sedative and antidepressant activity and caused significant reduction of locomotor activity in the rodent FST model.[6]

5-Bromo-DMT was reported to be psychoactive at 20–50 mg via vaporization with mild psychedelic-like activity.[7]

Legality

5-Bromo-DMT is specifically listed as a controlled drug in Singapore.[8]

Related compounds

References

  1. ↑ Hamann MT, Kochanowska AJ, El-Alfy A, Matsumoto RR, Boujos A, "Method to use compositions having antidepressant anxiolytic and other neurological activity and compositions of matter", US patent 2012029010, published 2 February 2012
  2. ↑ "Bioactive indole derivatives from the South Pacific marine sponges Rhopaloeides odorabile and Hyrtios sp". Marine Drugs 9 (5): 879–88. May 2011. doi:10.3390/md9050879. PMID 21673896. 
  3. ↑ "New antiinfective and human 5-HT2 receptor binding natural and semisynthetic compounds from the Jamaican sponge Smenospongia aurea". Journal of Natural Products 65 (4): 476–80. April 2002. doi:10.1021/np010471e. PMID 11975483. 
  4. ↑ "Some metabolites of the marine sponges Smenospongia aurea and Smenospongia (.ident.Polyfibrospongia) echina". Journal of Organic Chemistry 45 (8): 1435–1441. April 1980. doi:10.1021/jo01296a019. 
  5. ↑ Matzdorf T (10 March 2015). 5-Carboxamidotryptamin-Derivate als Liganden für 5-HT7- und 5-HT2A-Rezeptoren: Synthese und In-vitro-Pharmakologie (Ph.D. thesis) (in German). Universität Regensburg. Retrieved 21 October 2015.CS1 maint: unrecognized language (link)
  6. ↑ "Secondary metabolites from three Florida sponges with antidepressant activity". Journal of Natural Products 71 (2): 186–9. February 2008. doi:10.1021/np070371u. PMID 18217716. 
  7. ↑ "Sea DMT: God Molecule or Barnacle Repellent?". Vice. 26 March 2013. https://www.vice.com/read/sea-dmt-000481-v20n3. 
  8. ↑ "Misuse of Drugs Act - Singapore Statutes Online". https://sso.agc.gov.sg/Act/MDA1973. 



Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:5-Bromo-DMT&oldid=3711799"